2-{[4-(Phenyldiazenyl)phenyl]iminomethyl}phenol

Area of Science:

• Crystal chemistry
• Organic chemistry
• Molecular structure analysis

Background:

• Understanding molecular geometry and intermolecular interactions is crucial in crystal engineering.
• Azo compounds and molecules with intramolecular hydrogen bonds exhibit diverse structural motifs and properties.

Purpose of the Study:

• To elucidate the crystal structure of the title compound C(19)H(15)N(3)O.
• To analyze the molecular planarity, bond configurations, hydrogen bonding, and packing in the solid state.

Main Methods:

• Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, dihedral angles, and intermolecular interactions (hydrogen bonds, van der Waals forces).

Main Results:

• The molecule C(19)H(15)N(3)O is approximately planar with a trans configuration around the C=N and N=N double bonds.
• An intramolecular O-H⋯N hydrogen bond forms an S(6) ring. Dihedral angles indicate specific orientations between aromatic rings.
• The azo group exhibits positional disorder, and molecules pack in extended chains via intermolecular C-H⋯O interactions.

Conclusions:

• The crystal structure provides detailed insights into the solid-state arrangement of this organic molecule.
• The observed planarity, hydrogen bonding, and packing motifs are key features influencing the compound's properties.